During our trip to Vermont, we stayed at a charming little inn tucked away in the lush green hills. With its homey décor, it felt more like a cozy yet upscale B&B on the inside, yet every room came with its own bathroom like in a traditional hotel (always much appreciated!).

Instead of numbers and key cards, each bedroom at the inn had a name (I stayed in Miss Kate’s room!) and a regular key attached to a soft brown leather keychain. They were all uniquely decorated as well, and mine had floral wallpaper with matching curtains and a view overlooking the adjacent meadow and forest.

Despite busy schedules in the morning and afternoon, we still ended up with at least an hour or two of downtown in the early evenings before dinner. I always spent part of mine sitting in one of the comfy chairs in my room, looking out over the countryside. (I thought about settling into one of the deck seats on my balcony, but the weather was a bit too chilly for this California girl!)

For an even cozier feel, I usually brewed a cup of coffee using the Keurig in the inn’s main living room first. The innkeeper always set out a selection of coffee and tea options for the guests to make at any time of day, and I loved how many of the flavors were locally produced.

I enjoyed every minute of those cozy autumn evenings with my warm cup of coffee and beautiful view, yet it still felt like a little something was missing…

A small baked treat to go along with my coffee, like these Healthy Pumpkin Pie Thumbprint Cookies! They’re perfect for when you’re craving a little something sweet, especially during the fall, or even when you’re craving pumpkin pie but not all of the leftovers! 😉

Even with the same warm spice and sweet pumpkin flavors, these healthy thumbprint cookies are much easier to make than pie and ready to enjoy much sooner, too. Plus they’re just 41 calories!

So let’s go over how to make these healthy pumpkin pie thumbprint cookies!

White whole wheat flour may also sound a bit surprising, but I promise it actually exists—and it’s not a combination of white (aka all-purpose) flour and regular whole wheat flour! Instead, white whole wheat flour is made by finely grinding a special type of soft white wheat (hence the name!), whereas regular whole wheat flour comes from a heartier variety of red wheat. They have the same health benefits (like extra fiber!), but white whole wheat flour has a lighter taste and texture. That lets the soft and chewy texture of your healthy pumpkin pie thumbprint cookies truly shine!

Unlike many traditional recipes with a stick or two of butter, you only need 1 ½ tablespoons for this recipe. That really helps keep your pumpkin pie thumbprint cookies low in calories! Then you’ll also add my semi-secret ingredient…

You’ll skip the refined granulated sugar and sweeten your cookies with coconut sugar (like this!) instead. Coconut sugar is exactly what it sounds like: an unrefined sweetener that comes from coconuts! However, it doesn’t actually taste like coconuts. It has a rich, caramel-like flavor similar to brown sugar. You can usually find it on the baking aisle right next to the granulated and brown sugars!

While the cookie dough chills, it’s time to make the filling! It’s super easy… Just stir together a few ingredients in a bowl! And those ingredients are pumpkin purée (like this—not pumpkin pie mix!), milk, cinnamon, and liquid stevia.

Stevia is a plant-based, no-calorie sweetener that contains nothing refined or artificial (aka it’s clean eating friendly!). It’s also really concentrated, so you just need ¼ teaspoon! You can find it at many health oriented grocery stores, but I buy mine online here because that’s the best price I’ve found. (And you’ll use it in all of these recipes of mine, too!)

Now all that’s left to do is assemble and bake! Roll out the cookie dough into balls first. The cookie dough is usually still a bit sticky, so I moisten my fingers and palms with a bit of water in between rolling each piece of dough.

Then press your finger into the center of each (I wet my fingers again here too!) to make a deep indentation. Transfer the filling into a zip-topped bag, cut off a piece of one corner, and pipe the filling into each cavity until it’s full. Then pop your baking sheet full of healthy pumpkin pie thumbprint cookies into the oven, set a timer…

And enjoy! And when you make your own, remember to snap a picture and share it on Instagram using #amyshealthybaking and tagging @amyshealthybaking IN the photo itself! (That guarantees I’ll see your picture! 😊) I’d love to see your healthy pumpkin pie thumbprint cookies!

These thumbprint cookies are perfect for when you’re craving a little something sweet—or when you’re craving pumpkin pie but not all of the leftovers! They have the same warm spice and sweet pumpkin flavors, but they’re much easier to make than traditional pumpkin pie. Leftover cookies will keep for at least one week if stored in an airtight container in the refrigerator.

To prepare the cookies, whisk together the flour, cornstarch, baking powder, and salt in a medium bowl. In a separate bowl, whisk together the butter, egg white, and vanilla. Stir in the coconut sugar. Add in the flour mixture, stirring until incorporated. Chill the cookie dough for 20 minutes.

While the cookie dough chills, prepare the filling. Stir together the pumpkin, milk, cinnamon, and stevia in a small bowl. Transfer to a zip-topped bag, and cut off one corner of the bag.

Roll the cookie dough into 24 small spheres, and place them on the prepared baking sheet. Using your index finger or thumb, make an indentation in the center of each, and pipe in the filling. (If the dough cracks, gently pinch it back together with your fingers.) Bake at 350°F for 8-10 minutes. Cool on the baking sheet for 10 minutes before carefully transferring to a wire rack. (If the cookies stick to the baking sheet, slide a knife underneath each cookie first!)

It’s important to measure the flour correctly, using this method or a kitchen scale. (← That’s the one I own and love!) Too much flour will make your cookies turn out dry and crumbly, rather than soft and chewy.

The cornstarch helps keep the cookies soft.

Brown sugar may be substituted for the coconut sugar.

Any milk may be substituted for the nonfat milk.

I highly recommend using the liquid stevia! I buy mine online here because that’s the best price I’ve found, and you’ll use it in all of these recipes of mine, too.

If you prefer not to use the liquid stevia, then substitute 1 tablespoon of pure maple syrup, honey, or agave for the liquid stevia. Omit the milk if using this substitution.

If the cookie dough sticks to your hands, moisten them with a little bit of water before rolling each sphere and making the indentations in the centers.

After your cookies have cooled, if you'd like the filling to look spread out like in my photos above, then use your fingers or the back of a spoon to gently spread it around. (It holds its shape and doesn't spread out at all by itself while baking!)

Comments

I really appreciate your interest in my recipe Karen! What’s the exact granulated stevia product (brand name + product name) that you’d like to substitute? Nearly every brand’s stevia is slightly different, so I want to make sure I give you the best possible answer! 🙂

Hi Amy,
I made these cookies tonight. It was good. however your recipe mentioned 24 cookies .. I could get only 17 with the same amount of ingredients mentioned. Also, as I am very particular about measurements I have weighed the ingredients. Not sure why it was not 24 :(. I tried making small balls as mentioned. Anyways I liked it.. ( and 2 of them could not make it to cooking rack .. lol. ).
I baked for 9 min.. I wasn’t quite sure when you mentioned 8-10, how to judge if the cookies are ready? What is the trick here to know when to remove from oven?
Thanks for the recipes 🙂

I’m so glad you enjoyed these cookies Anu! To get 24 cookies, I cut through the dough in my mixing bowl after chilling. I slice it into quarters, then slice each quarter in half. That should yield 8 segments. Then I divide each segment into 3 pieces — for a total of 24 pieces — which I roll into balls. A little nerdy, but it’s the method that seems to work the best! I pull these cookies from the oven when the cookie tops closest to the filling feel mostly firm — not all the way firm! They’ll continue to cook through as the cookies cool on the baking sheet, so pulling them out a little bit “ahead” of time ensures they stay soft and chewy. I’ve actually given the best storage method in the little paragraph directly underneath the recipe title in the recipe box! I know it can be easy to miss. 😉 If you put a piece of parchment paper in between the cookies, that should help! 🙂

Thanks Amy. I’ll follow the cutting the dough method 🙂 Also will check for doneness using your trick.
I did read the storage method in airtight container in your recipe. I always make sure to read everything you post. 🙂 I’ll try the parchment paper between the cookies when i store them. Thanks again!

I really appreciate your interest in my recipe Winnie! I’ve actually covered how long they’ll keep in the little paragraph of text directly underneath the recipe title in the recipe box. I know it can be easy to miss! 🙂 I haven’t tried freezing them though, so I’m not sure about that. I’d love to hear what you think of these cookies if you try them!

The Healthier Chocolate Treats cookbook is perfect for any and all chocolate lovers. Whether you enjoy chocolate occasionally or every single day (that’d be me!), there are plenty of goodies inside for you!
Healthier Chocolate Treats contains 50+ brand new healthier recipes. These recipes have never been seen before or appeared on my blog. You won’t find them anywhere else!
And yes—every single one contains some form of chocolate. Whether you prefer milk, dark or white, there are lots of treats inside for you!
What Inspired You to Write Healthier Chocolate Treats?
I have always loved chocolate. Every Halloween throughout my childhood, I inverted the entire contents of my bright … Read More

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